Rolling Oaks Homes with Pond Frontage

Rolling Oaks Homes with Pond Frontage

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This delightful community offers a serene escape from the hustle and bustle of city life, while still being conveniently close to all the excitement that Central Florida has to offer.

Rolling Oaks is renowned for its stunning homes, many of which boast breathtaking pond frontage. Imagine waking up to the tranquil sounds of nature, with a picturesque pond just steps from your door. These homes provide a unique opportunity to enjoy waterfront living, complete with scenic views that change with the seasons. Whether you’re sipping your morning coffee on your patio or hosting a sunset barbecue, the serene ambiance of pond-side living is truly unparalleled.

The subdivision is designed with family-friendly amenities in mind, including lush green spaces, walking trails, and playgrounds, making it an ideal environment for children and pets alike. Residents of Rolling Oaks also benefit from proximity to top-rated schools, shopping centers, and recreational facilities, ensuring that everything you need is just a short drive away.

With its blend of natural beauty and modern conveniences, Rolling Oaks is not just a place to live; it’s a lifestyle. If you’re seeking a tranquil retreat with the added charm of pond-front properties, look no further. Come explore the enchanting homes of Rolling Oaks and discover your perfect slice of paradise in Kissimmee, Florida!

Newest Rolling Oaks Homes with Pond Frontage

8117 Surf Street, Kissimmee
$615,000
3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

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